Jessica S Hall
@jesshallway.bsky.social
Chief Growth Officer, mom, co-author of The Product Mindset, story coach, lover of the outdoors, loser of things
What finding a nest of copperheads taught me about training data
True story but kind of silly.
We’re hiking to a climbing spot. My brother spots movement in the brush.
He’d seen enough examples to recognize the snakes.
AI runs on examples too.
Your model is only as smart as the data you give it.
True story but kind of silly.
We’re hiking to a climbing spot. My brother spots movement in the brush.
He’d seen enough examples to recognize the snakes.
AI runs on examples too.
Your model is only as smart as the data you give it.
October 2, 2025 at 12:30 PM
What finding a nest of copperheads taught me about training data
True story but kind of silly.
We’re hiking to a climbing spot. My brother spots movement in the brush.
He’d seen enough examples to recognize the snakes.
AI runs on examples too.
Your model is only as smart as the data you give it.
True story but kind of silly.
We’re hiking to a climbing spot. My brother spots movement in the brush.
He’d seen enough examples to recognize the snakes.
AI runs on examples too.
Your model is only as smart as the data you give it.
AI is reshaping how we build, code, test, and deliver.
Tomorrow I’m sharing lessons from the frontlines:
what’s changing, what’s at risk, and how builders can evolve.
Register at https://f.mtr.cool/cnunczwqrj
Tomorrow I’m sharing lessons from the frontlines:
what’s changing, what’s at risk, and how builders can evolve.
Register at https://f.mtr.cool/cnunczwqrj
September 30, 2025 at 12:31 PM
AI is reshaping how we build, code, test, and deliver.
Tomorrow I’m sharing lessons from the frontlines:
what’s changing, what’s at risk, and how builders can evolve.
Register at https://f.mtr.cool/cnunczwqrj
Tomorrow I’m sharing lessons from the frontlines:
what’s changing, what’s at risk, and how builders can evolve.
Register at https://f.mtr.cool/cnunczwqrj
You’re not ready for AI if you're not even iterating
84% of product teams are worried their product won’t succeed
Only 31% are doing rapid iteration.
84% of product teams are worried their product won’t succeed
Only 31% are doing rapid iteration.
September 8, 2025 at 4:31 PM
You’re not ready for AI if you're not even iterating
84% of product teams are worried their product won’t succeed
Only 31% are doing rapid iteration.
84% of product teams are worried their product won’t succeed
Only 31% are doing rapid iteration.
Builders are evolving. Are you?
Next month, I’m speaking at an event hosted by Agile New England on how AI is reshaping product, design, engineering and delivery.
I'll share lessons from people building AI products and building with AI from OpsCanvas and beyond.
More information to come
Next month, I’m speaking at an event hosted by Agile New England on how AI is reshaping product, design, engineering and delivery.
I'll share lessons from people building AI products and building with AI from OpsCanvas and beyond.
More information to come
September 5, 2025 at 1:25 PM
Builders are evolving. Are you?
Next month, I’m speaking at an event hosted by Agile New England on how AI is reshaping product, design, engineering and delivery.
I'll share lessons from people building AI products and building with AI from OpsCanvas and beyond.
More information to come
Next month, I’m speaking at an event hosted by Agile New England on how AI is reshaping product, design, engineering and delivery.
I'll share lessons from people building AI products and building with AI from OpsCanvas and beyond.
More information to come
Ever spin up a server, give it extra memory and CPU “just to be safe,” and never turn it down?
That’s overprovisioning and it’s draining your budget.
In this episode of What the Cloud:
What overprovisioned resources are
Why they waste money without adding value
Got a cloud question? Ask away
That’s overprovisioning and it’s draining your budget.
In this episode of What the Cloud:
What overprovisioned resources are
Why they waste money without adding value
Got a cloud question? Ask away
September 2, 2025 at 3:32 PM
Ever spin up a server, give it extra memory and CPU “just to be safe,” and never turn it down?
That’s overprovisioning and it’s draining your budget.
In this episode of What the Cloud:
What overprovisioned resources are
Why they waste money without adding value
Got a cloud question? Ask away
That’s overprovisioning and it’s draining your budget.
In this episode of What the Cloud:
What overprovisioned resources are
Why they waste money without adding value
Got a cloud question? Ask away
MIT says 95% of generative AI pilots are failing
The technology usually works. Integration doesn’t.
Tools don’t adapt to company processes
Companies don’t adapt their processes to the tools
Adoption requires a willingness to rewire how work gets done
The 5% who figured this out, did it together
The technology usually works. Integration doesn’t.
Tools don’t adapt to company processes
Companies don’t adapt their processes to the tools
Adoption requires a willingness to rewire how work gets done
The 5% who figured this out, did it together
August 21, 2025 at 1:30 PM
MIT says 95% of generative AI pilots are failing
The technology usually works. Integration doesn’t.
Tools don’t adapt to company processes
Companies don’t adapt their processes to the tools
Adoption requires a willingness to rewire how work gets done
The 5% who figured this out, did it together
The technology usually works. Integration doesn’t.
Tools don’t adapt to company processes
Companies don’t adapt their processes to the tools
Adoption requires a willingness to rewire how work gets done
The 5% who figured this out, did it together
In my research, I’m seeing a common mistake
Resources deployed in the wrong region
They’re hard to find
They can cost more
They create compliance headaches, you’re now subject to that region’s regulations
If you want to #StopZombies, DM me for a free scan while we’re still in testing mode.
Resources deployed in the wrong region
They’re hard to find
They can cost more
They create compliance headaches, you’re now subject to that region’s regulations
If you want to #StopZombies, DM me for a free scan while we’re still in testing mode.
August 11, 2025 at 1:30 PM
In my research, I’m seeing a common mistake
Resources deployed in the wrong region
They’re hard to find
They can cost more
They create compliance headaches, you’re now subject to that region’s regulations
If you want to #StopZombies, DM me for a free scan while we’re still in testing mode.
Resources deployed in the wrong region
They’re hard to find
They can cost more
They create compliance headaches, you’re now subject to that region’s regulations
If you want to #StopZombies, DM me for a free scan while we’re still in testing mode.
If you have experience to guide AI you will be fine
Early to mid career? Crunched
The #AIfluencyGap is already reshaping the workforce.
Early to mid career AI can do 68% of the skills in your role.
75% of companies have AI tools, only 35% got training
Was that training good? Nah
Early to mid career? Crunched
The #AIfluencyGap is already reshaping the workforce.
Early to mid career AI can do 68% of the skills in your role.
75% of companies have AI tools, only 35% got training
Was that training good? Nah
August 8, 2025 at 6:02 PM
If you have experience to guide AI you will be fine
Early to mid career? Crunched
The #AIfluencyGap is already reshaping the workforce.
Early to mid career AI can do 68% of the skills in your role.
75% of companies have AI tools, only 35% got training
Was that training good? Nah
Early to mid career? Crunched
The #AIfluencyGap is already reshaping the workforce.
Early to mid career AI can do 68% of the skills in your role.
75% of companies have AI tools, only 35% got training
Was that training good? Nah
The tech job market is tight, but not in cloud
McKinsey found AWS, DevOps, and Kubernetes are in demand
Teams are underwater doing repetitive yet critical tasks
Get better at automating toil
Reduce the amount of babysitting and annoying reporting
#DevOps #techburnout #AWS #Kubernetes #AI
McKinsey found AWS, DevOps, and Kubernetes are in demand
Teams are underwater doing repetitive yet critical tasks
Get better at automating toil
Reduce the amount of babysitting and annoying reporting
#DevOps #techburnout #AWS #Kubernetes #AI
August 7, 2025 at 1:30 PM
The tech job market is tight, but not in cloud
McKinsey found AWS, DevOps, and Kubernetes are in demand
Teams are underwater doing repetitive yet critical tasks
Get better at automating toil
Reduce the amount of babysitting and annoying reporting
#DevOps #techburnout #AWS #Kubernetes #AI
McKinsey found AWS, DevOps, and Kubernetes are in demand
Teams are underwater doing repetitive yet critical tasks
Get better at automating toil
Reduce the amount of babysitting and annoying reporting
#DevOps #techburnout #AWS #Kubernetes #AI
When you forget what's in your fridge it goes bad
Same thing’s happening in your cloud.
Old experiments. Abandoned environments. S3 buckets from 2019.
Time for a cleanup
Start with visibility #stopzombies
#CloudCosts #DevOps #PlatformEngineering #CloudWaste
Same thing’s happening in your cloud.
Old experiments. Abandoned environments. S3 buckets from 2019.
Time for a cleanup
Start with visibility #stopzombies
#CloudCosts #DevOps #PlatformEngineering #CloudWaste
July 29, 2025 at 7:02 PM
When you forget what's in your fridge it goes bad
Same thing’s happening in your cloud.
Old experiments. Abandoned environments. S3 buckets from 2019.
Time for a cleanup
Start with visibility #stopzombies
#CloudCosts #DevOps #PlatformEngineering #CloudWaste
Same thing’s happening in your cloud.
Old experiments. Abandoned environments. S3 buckets from 2019.
Time for a cleanup
Start with visibility #stopzombies
#CloudCosts #DevOps #PlatformEngineering #CloudWaste
You deleted the instance.
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: Sora
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: Sora
July 28, 2025 at 2:04 PM
You deleted the instance.
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: Sora
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: Sora
You deleted the instance.
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: ChatGPT
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: ChatGPT
July 28, 2025 at 2:03 PM
You deleted the instance.
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: ChatGPT
But the volume stuck around like it missed you.
Now it’s quietly billing you for space you don’t use and don’t need.
Just because it’s out of sight doesn’t mean it’s gone.
#StopZombies | 15 Cloud Zombie Series |
Video: ChatGPT
Why’s your EM grumpy?
While you're debating vision or trying to cram everything into a release, they’re drowning in bugs and pressure.
Great PMs bridge long-term goals with short-term clarity. How do you balance both?
#ProductManagement #Leadership #Engineering
While you're debating vision or trying to cram everything into a release, they’re drowning in bugs and pressure.
Great PMs bridge long-term goals with short-term clarity. How do you balance both?
#ProductManagement #Leadership #Engineering
July 24, 2025 at 8:01 PM
Why’s your EM grumpy?
While you're debating vision or trying to cram everything into a release, they’re drowning in bugs and pressure.
Great PMs bridge long-term goals with short-term clarity. How do you balance both?
#ProductManagement #Leadership #Engineering
While you're debating vision or trying to cram everything into a release, they’re drowning in bugs and pressure.
Great PMs bridge long-term goals with short-term clarity. How do you balance both?
#ProductManagement #Leadership #Engineering
I’ve interviewed lots of AI experts but my 4th grader taught me the most important skill in AI
She had a clear idea
She creates without limits
and gave feedback to shape the result.
That ability’s inside you too.
Give it a try.
#AI #Creativity #LearningMindset
She had a clear idea
She creates without limits
and gave feedback to shape the result.
That ability’s inside you too.
Give it a try.
#AI #Creativity #LearningMindset
July 22, 2025 at 1:46 PM
I’ve interviewed lots of AI experts but my 4th grader taught me the most important skill in AI
She had a clear idea
She creates without limits
and gave feedback to shape the result.
That ability’s inside you too.
Give it a try.
#AI #Creativity #LearningMindset
She had a clear idea
She creates without limits
and gave feedback to shape the result.
That ability’s inside you too.
Give it a try.
#AI #Creativity #LearningMindset
There are 4 questions you should be able to answer about every resource in your cloud.
Knowing the answers prevents waste, cost spikes, and security gaps
What's in your wallet, I mean cloud?
Knowing the answers prevents waste, cost spikes, and security gaps
What's in your wallet, I mean cloud?
July 17, 2025 at 1:51 PM
There are 4 questions you should be able to answer about every resource in your cloud.
Knowing the answers prevents waste, cost spikes, and security gaps
What's in your wallet, I mean cloud?
Knowing the answers prevents waste, cost spikes, and security gaps
What's in your wallet, I mean cloud?
Did you know that it took us a while to trust elevators without human operators? There were things we needed to put in place to create trust, the same is true with AI
July 15, 2025 at 8:02 PM
Did you know that it took us a while to trust elevators without human operators? There were things we needed to put in place to create trust, the same is true with AI
Grand vision is nice
One-liners are better
We’re helping [group] [do this], so they can [result] and we get closer to [future goal].
We were focused on [X]. Now we’re helping [Y], because [change], and so we can [future goal].
Short. Strategic. Repeatable.
#DirectionStack #ClarityToAction
One-liners are better
We’re helping [group] [do this], so they can [result] and we get closer to [future goal].
We were focused on [X]. Now we’re helping [Y], because [change], and so we can [future goal].
Short. Strategic. Repeatable.
#DirectionStack #ClarityToAction
June 29, 2025 at 11:00 PM
Grand vision is nice
One-liners are better
We’re helping [group] [do this], so they can [result] and we get closer to [future goal].
We were focused on [X]. Now we’re helping [Y], because [change], and so we can [future goal].
Short. Strategic. Repeatable.
#DirectionStack #ClarityToAction
One-liners are better
We’re helping [group] [do this], so they can [result] and we get closer to [future goal].
We were focused on [X]. Now we’re helping [Y], because [change], and so we can [future goal].
Short. Strategic. Repeatable.
#DirectionStack #ClarityToAction
New video drop! Practical lessons from a PM (me) + data scientist (Pri) on building real AI features: why v1 isn't the finish line, what’s different from “normal” software, and how to avoid the traps most teams fall into.
🎥 https://f.mtr.cool/ihizqtbsiz
#AIproduct #buildthethingright
🎥 https://f.mtr.cool/ihizqtbsiz
#AIproduct #buildthethingright
June 23, 2025 at 11:01 PM
New video drop! Practical lessons from a PM (me) + data scientist (Pri) on building real AI features: why v1 isn't the finish line, what’s different from “normal” software, and how to avoid the traps most teams fall into.
🎥 https://f.mtr.cool/ihizqtbsiz
#AIproduct #buildthethingright
🎥 https://f.mtr.cool/ihizqtbsiz
#AIproduct #buildthethingright
You have a strategy. So why is your team stuck?
If teams feel scattered or stalled
You don’t need a new plan.
You need a better way to use the one you’ve got.
That’s what the #DirectionStack is for
It’s a translation layer
If teams feel scattered or stalled
You don’t need a new plan.
You need a better way to use the one you’ve got.
That’s what the #DirectionStack is for
It’s a translation layer
June 22, 2025 at 11:01 PM
You have a strategy. So why is your team stuck?
If teams feel scattered or stalled
You don’t need a new plan.
You need a better way to use the one you’ve got.
That’s what the #DirectionStack is for
It’s a translation layer
If teams feel scattered or stalled
You don’t need a new plan.
You need a better way to use the one you’ve got.
That’s what the #DirectionStack is for
It’s a translation layer
Cloud visibility isn’t a report. It’s a radar.
Without it, every request and every deployment is a gamble.
I break down why visibility is your first line of defense
#CloudCosts #PlatformEngineering #DevOps #CloudOps #Observability #Leadership #Infra
Without it, every request and every deployment is a gamble.
I break down why visibility is your first line of defense
#CloudCosts #PlatformEngineering #DevOps #CloudOps #Observability #Leadership #Infra
June 18, 2025 at 8:02 PM
Cloud visibility isn’t a report. It’s a radar.
Without it, every request and every deployment is a gamble.
I break down why visibility is your first line of defense
#CloudCosts #PlatformEngineering #DevOps #CloudOps #Observability #Leadership #Infra
Without it, every request and every deployment is a gamble.
I break down why visibility is your first line of defense
#CloudCosts #PlatformEngineering #DevOps #CloudOps #Observability #Leadership #Infra
Nothing moves without you? You’re not alone.
Early days: fast progress, clear direction.
Now: more people, more meetings… and less momentum.
This isn’t a performance issue.
It’s a direction issue.
Even top talent stalls without a clear, repeatable direction.
Early days: fast progress, clear direction.
Now: more people, more meetings… and less momentum.
This isn’t a performance issue.
It’s a direction issue.
Even top talent stalls without a clear, repeatable direction.
June 15, 2025 at 11:01 PM
Nothing moves without you? You’re not alone.
Early days: fast progress, clear direction.
Now: more people, more meetings… and less momentum.
This isn’t a performance issue.
It’s a direction issue.
Even top talent stalls without a clear, repeatable direction.
Early days: fast progress, clear direction.
Now: more people, more meetings… and less momentum.
This isn’t a performance issue.
It’s a direction issue.
Even top talent stalls without a clear, repeatable direction.
#awsDCSummit was lots practical security, efficiency, cost management, analytics and AI
We’re seeing where OpsCanvas' fits in by organizing your cloud around applications to give you not just visibility, but clarity, control, and meaningful cost management. hashtag#stopzombies
#cloudstrategy
We’re seeing where OpsCanvas' fits in by organizing your cloud around applications to give you not just visibility, but clarity, control, and meaningful cost management. hashtag#stopzombies
#cloudstrategy
June 12, 2025 at 1:13 AM
#awsDCSummit was lots practical security, efficiency, cost management, analytics and AI
We’re seeing where OpsCanvas' fits in by organizing your cloud around applications to give you not just visibility, but clarity, control, and meaningful cost management. hashtag#stopzombies
#cloudstrategy
We’re seeing where OpsCanvas' fits in by organizing your cloud around applications to give you not just visibility, but clarity, control, and meaningful cost management. hashtag#stopzombies
#cloudstrategy
Without clear, repeatable direction, even your best people can’t win.
This isn’t a performance problem.
It’s a direction problem.
And it’s fixable.
This isn’t a performance problem.
It’s a direction problem.
And it’s fixable.
June 9, 2025 at 11:39 PM
Without clear, repeatable direction, even your best people can’t win.
This isn’t a performance problem.
It’s a direction problem.
And it’s fixable.
This isn’t a performance problem.
It’s a direction problem.
And it’s fixable.
You may be over it—but your team doesn’t have it yet.
I hear this all the time from execs:
"We already said that. Do we really need to repeat it again?"
Yes. You do.
Leaders are nearly 10 times more likely to be criticized for under-communicating than overcommunicating.
I hear this all the time from execs:
"We already said that. Do we really need to repeat it again?"
Yes. You do.
Leaders are nearly 10 times more likely to be criticized for under-communicating than overcommunicating.
April 10, 2025 at 2:59 PM
You may be over it—but your team doesn’t have it yet.
I hear this all the time from execs:
"We already said that. Do we really need to repeat it again?"
Yes. You do.
Leaders are nearly 10 times more likely to be criticized for under-communicating than overcommunicating.
I hear this all the time from execs:
"We already said that. Do we really need to repeat it again?"
Yes. You do.
Leaders are nearly 10 times more likely to be criticized for under-communicating than overcommunicating.
I’ve been thinking, maybe we should stop trying to build data lakes right away.
They are powerful. But they’re also big, scary, and expensive.
What if we started with a data pond—
A secure, focused space for the data you actually use today.
Scoped to a single department, product, or initiative.
They are powerful. But they’re also big, scary, and expensive.
What if we started with a data pond—
A secure, focused space for the data you actually use today.
Scoped to a single department, product, or initiative.
April 8, 2025 at 2:59 PM
I’ve been thinking, maybe we should stop trying to build data lakes right away.
They are powerful. But they’re also big, scary, and expensive.
What if we started with a data pond—
A secure, focused space for the data you actually use today.
Scoped to a single department, product, or initiative.
They are powerful. But they’re also big, scary, and expensive.
What if we started with a data pond—
A secure, focused space for the data you actually use today.
Scoped to a single department, product, or initiative.